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Supramolecular Chemistry of Acyclic Oligopyrroles
Author(s) -
Maeda Hiromitsu
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700382
Subject(s) - chemistry , supramolecular chemistry , hydrogen bond , pyrrole , coordination complex , combinatorial chemistry , conjugated system , acceptor , stereochemistry , supramolecular assembly , molecule , metal , organic chemistry , polymer , physics , condensed matter physics
Acyclic π‐conjugated oligopyrrole derivatives, though not extensively studied, often have more advantages as anion receptors and metal‐coordination ligands than their cyclic counterparts. This is due to the formation of versatile complexes and supramolecular assemblies, although they do require conformational changes by guest binding. Of the linear oligopyrroles, oligomeric derivatives of dipyrrins bridged by π‐conjugated spacers behave as building subunits and form coordination oligomers and discrete coordination nanorings. In contrast, pyrrole oligomers with hydrogen‐bond‐acceptor site(s) have yielded unique morphologies as supramolecular assemblies and micro‐ and nanometer‐scale structures by means of hydrogen‐bonding interactions. Furthermore, a new class of acyclic anion receptors, namely, BF 2 complexes of dipyrrolyl diketones, has been shown to interact with anions by means of the pyrrole NH group and bridging CH interactions. Inversion of the pyrrole rings was found to be essential to capture anions by using these binding sites. Aryl substitution of the receptors as π‐extended derivatives has enabled the formation of assemblies such as supramolecular organogels that can be controlled by the addition of anions.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)